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ABSTRACT: An improved synthesis of multifunctionalized pyrrolo[2,3,4-kl]acridine derivatives with different substituted patterns using silica sulfuric acid (SSA) as a heterogeneous catalyst under microwave irradiation conditions was developed. The reaction could be conducted by using readily available and inexpensive substrates within short periods of 12-15 min. under microwave irradiation. Compared with the conventional methods, the remarkable advantages of this method are milder reaction conditions, operational simplicity, higher yields, short reaction times, and an environmentally friendly procedure.
Molecules 01/2013; 18(2):1613-25. · 2.39 Impact Factor
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ABSTRACT: An efficient domino approach for the synthesis of novel pyrrolo[2,3,4-kl]acridin-1-one derivatives has been established. This reaction represents the first facile conversion of an isatin to a pyrrolo[2,3,4-kl]acridin-1-one via a C-N bond cleavage reaction without the need for a multistep reaction process.
Organic Letters 08/2012; 14(17):4598-601. · 5.86 Impact Factor
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ABSTRACT: A series of 3'-aminospiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine]-2,5',10'-trione derivatives have been synthesized by a one-pot three-component reaction of isatin, malononitrile or ethyl cyanoacetate and phthalhydrazide catalyzed by piperidine under ultrasound irradiation. For comparison the reactions were carried out under both conventional and ultrasonic conditions. In general, improvement in rates and yields were observed when the reactions were carried out under sonication compared with classical conditions.
Molecules 01/2012; 17(7):8674-86. · 2.39 Impact Factor
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ABSTRACT: A series of novel dispirooxindoles have been synthesized through three-component 1,3-dipolar cycloaddition of azomethine ylides generated in situ by the decarboxylative condensation of isatin and an α-amino acid with the dipolarophile 5-benzylidene-1,3-dimethylpyrimidine-2,4,6-trione. This method has the advantages of mild reaction conditions, high atom economy, excellent yields, and high regio- and stereo-selectivity.
Molecules 01/2012; 17(11):12704-12717. · 2.39 Impact Factor
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ABSTRACT: An efficient one-pot synthesis of spiro[indoline-3,4'-pyrano[2,3-c]pyrazole] derivatives by four-component reaction of hydrazine, β-keto ester, isatin, and malononitrile or ethyl cyanoacetate catalyzed by piperidine under ultrasound irradiation is described. This synthesis was confirmed to follow the group-assistant-purification chemistry (GAP) chemistry process, which can avoid traditional chromatography and recrystallization purifications.
ACS combinatorial science. 12/2011; 14(1):38-43.
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ABSTRACT: An efficient and convenient method for the preparation of cis-bispyrimidodiazepinone derivatives has been described. A variety of substrates can participate in the process with good yields, making this methodology suitable for library synthesis in drug discovery efforts. The mechanistic course of the reaction suggests the involvement of reduction, coupling which determine the products' configuration and cyclization by one-pot.
Organic & Biomolecular Chemistry 08/2011; 9(20):7065-70. · 3.70 Impact Factor
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ABSTRACT: A facile and efficient one-pot three-component procedure for synthesis of novel dispirooxindolecyclo[pyrrolo[1,2-c]thiazole-6,5'-thiazolidine] derivatives without any catalysts under ultrasonic condition has been developed. Combining with the advantages of sonochemistry, such as mild reaction conditions, good yield and short reaction times, we have made a progress on construction of novel disiproheterocyclic compounds via the 1,3-dipolar cycloaddition of azomethine ylides. Several experiments were especially carried out for investigating the acceleration mechanism of ultrasound on the cycloaddition.
Ultrasonics Sonochemistry 07/2011; 19(2):264-9. · 3.57 Impact Factor
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ABSTRACT: A green and convenient approach to the synthesis of dihydropyrano[2,3-c]pyrazoles via four-component reaction of aromatic aldehydes, hydrazine, ethyl acetoacetate and malononitrile in water under ultrasound irradiation is described. This method provides several advantages such as environmental friendliness, shorter reaction time, excellent yields, and simple workup procedure.
Ultrasonics Sonochemistry 05/2011; 18(3):708-12. · 3.57 Impact Factor
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ABSTRACT: An efficient one-pot synthesis of fused pyridine derivatives (including pyrazolo[3,4-b]pyridine and pyrido[2,3-d]pyrimidine) by three-component reaction of aldehyde, acyl acetonitrile, and electron-rich amino heterocycles (including aminopyrazole and aminouracils) in ionic liquid is reported. This new protocol has the advantages of environmental friendliness, higher yields, shorter reaction times, and convenient operation.
ACS combinatorial science. 01/2011; 13(1):45-9.
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ABSTRACT: A facile, efficient and environment-friendly protocol for the synthesis of 4-hydroxy-6-methyl-3-(1-(phenylimino)ethyl)-2H-pyran-2-one derivatives has been developed by the convenient ultrasound-mediated condensation of amine with dehydroacetic acid. This method provides several advantages over current reaction methodologies including a simple work-up procedure, shorter reaction times and higher yields.
Ultrasonics Sonochemistry 01/2011; 18(5):1048-51. · 3.57 Impact Factor
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ABSTRACT: A series of novel spiropyrrolidines and spirothiapyrrolizidines were synthesized via a three-component 1,3-dipolar cycloaddition reaction of isatin or acenaphthenequinone, sarcosine or thiaproline and 4-hydroxy-6-methyl-3-((E)-3-phenylacryloyl)-2H-pyran-2-ones in refluxing ethanol. Advantages of this method include the availability of starting materials, mild reaction conditions, high yields, and the complete regioselectivity observed.
Journal of Combinatorial Chemistry 09/2010; 12(5):633-7. · 3.41 Impact Factor
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ABSTRACT: A novel and efficient one-pot synthesis of spiro[indoline-3,4'-pyrazolo[3,4-b]quinoline]dione, spiro[furo[3,4-e]pyrazolo[3,4-b]pyridine-4,3'-indoline]dione, and spiro[indeno[2,1-e]pyrazolo[3,4-b]pyridine-4,3'-indoline]dione derivatives via three-component reaction of isatin, 5-amino-3-methylpyrazole, and 1,3-dicarbonyl compounds in aqueous medium is described. The advantages of this method include high efficiency, mild reaction conditions, convenient operation, and environmentally benign conditions.
Journal of Combinatorial Chemistry 07/2010; 12(4):571-6. · 3.41 Impact Factor
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ABSTRACT: A series of 4-aza-podophyllotoxin derivatives have been synthesized regioselectively via the three-component reaction of aldehydes, aromatic amines, and tetronic acid catalyzed by l-proline. This method has the advantages of high yield, high regioselectivity, extensive adaptability, easy operation, and environmental friendliness. These compounds were also investigated in vitro, and some were found to have good anticancer activity.
Journal of Combinatorial Chemistry 07/2010; 12(4):430-4. · 3.41 Impact Factor
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ABSTRACT: An efficient, convenient, one-pot synthesis of 2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazolin-5(1H)-one and 2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazoline-1,5-dione was accomplished in good yields via the novel reductive cyclization of 2-nitrobenzamides with haloketones or keto acids mediated by SnCl(2).2H(2)O system. A variety of substrates can participate in the process with good yields, making this methodology suitable for library synthesis in drug discovery efforts.
Journal of Combinatorial Chemistry 07/2010; 12(4):582-6. · 3.41 Impact Factor
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ABSTRACT: An efficient one-pot synthesis of spirooxindole derivatives by three-component reaction of isatins, malononitrile (cyanoacetic ester) and 1,3-dicarbonyl compounds in water in the presence of l-proline is reported. This new protocol has the advantages of environmental friendliness, higher yields, shorter reaction times, low cost, and convenient operation.
Journal of Combinatorial Chemistry 03/2010; 12(2):231-7. · 3.41 Impact Factor
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ABSTRACT: A convenient and efficient method for the synthesis of novel dispiropyrrolidine bisoxindole derivatives by 1,3-dipolar cycloaddition reaction of azomethine ylides has been developed. The synthesis was achieved by using a one-pot multicomponent procedure. The features of this procedure were characterized by the following: mild reaction conditions, high yields, high regio- and stereoselectivity, one-pot procedure, and operational simplicity.
Journal of Combinatorial Chemistry 02/2010; 12(2):292-4. · 3.41 Impact Factor
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ABSTRACT: The synthesis of a series of biquinazoline-2,2'-diones starting from o-nitrobenzaldehydes, anilines, and triphosgene is presented. This general approach features a novel and easy way for access to the target products. The mechanistic course of the reaction suggests the involvement of reduction, coupling, and cyclization by one-pot. These compounds were also investigated in vitro for anticancer activity, and some were found to have good anticancer activity.
Journal of Combinatorial Chemistry 12/2009; 12(1):195-9. · 3.41 Impact Factor
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ABSTRACT: A series of new naphtho[1,2-e][1,3]oxazine derivatives such as trans-1,3-diaryl-1H-naphtho[1,2-e][1,3]oxazine-2(3H)-carbonyl chloride, 1-aryl-2-benzyl-1,2- dihydronaphtho[1,2-e][1,3]oxazine-3-one, and trans-1,3-diaryl-1H-naphtho[1,2-e] [1,3]oxazine-2(3H)-carbaldehyde were selectively synthesized via a chemoselective reaction of 1,3-diaryl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazines and triphosgene or triethyl orthoformate, respectively, induced by different low-valent titanium systems. This method has the advantages of short reaction time (15 min), convenient manipulation, and high chemoselectivity.
Journal of Combinatorial Chemistry 10/2009; 12(1):25-30. · 3.41 Impact Factor
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Journal of Heterocyclic Chemistry 03/2009; 46(2):152 - 157. · 1.22 Impact Factor
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ABSTRACT: An efficient and convenient method for the preparation of 4,6-diaryl-2(1H)-pyridones by the one-pot reaction of aromatic aldehydes, aromatic ketones and malononitrile, in the presence of sodium hydroxide under solventfree condition is reported. This method has the advantages of good yields, mild reaction conditions, easy workup, inexpensive reagents and being environmentally friendly over the existing procedures.
Journal of Heterocyclic Chemistry 03/2009; 44(6):1505 - 1508. · 1.22 Impact Factor
